Ossipee Holiday Rentals

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Holiday Rentals in Ossipee

Danforth Bay Camping and RV Resort

2.0 star property
9.2 out of 10, Wonderful, (10)
"Family- friendly Beautiful all around Soo many things to do you can never get bored Enjoyed every minute of it "
Danforth Bay Camping and RV Resort

Lakefront cottage with deck, patio, firepit, AC & W/D - secluded location

9.2 out of 10, Wonderful, (71)
"We have been staying at this property for years and love it! Cleaning was a bit spotty, but still worth the stay!"
Lakefront cottage with deck, patio, firepit, AC & W/D - secluded location

New Lakefront Home sleeps 14 with dock.

8.6 out of 10, Excellent, (67)
"We had such a nice time! The lake is gorgeous and everything we hoped for."
New Lakefront Home sleeps 14 with dock.

Stunning lakefront gem with full water view, beach access & dock

9.8 out of 10, Exceptional, (12)
"The view and deck to see it our a big plus to this place."
Stunning lakefront gem with full water view, beach access & dock

Private Home with Large Indoor pool- Perfect for Summer Fun, Fall Foliage & Ski

9.8 out of 10, Exceptional, (177)
"Great place, beautiful view"
Private Home with Large Indoor pool- Perfect for Summer Fun, Fall Foliage & Ski

Lake View Cabin in Alton Bay Now featuring Lake Access, AC/ TV/ WiFi

10.0 out of 10, Exceptional, (15)
"Very clean cabin! Loved having a little screened in porch! The chairs and fire pit right out front of our spot was an added bonus. The showers had great water pressure and were very clean! Would visit again."
The price is NZ$470
includes taxes & fees
13 Oct - 14 Oct
Lake View Cabin in Alton Bay Now featuring Lake Access, AC/ TV/ WiFi

Expansive lodge| 9 Br | Indoor Pool | Sauna | Game Room | 3 Bath

9.8 out of 10, Exceptional, (26)
"Great location and spacious "
The price is NZ$2,443
includes taxes & fees
6 Oct - 7 Oct
Expansive lodge| 9 Br | Indoor Pool | Sauna | Game Room | 3 Bath

Ultimate Lakefront Vacation Home for Rent - Lake Winnipesaukee - Amazing Sunsets

10.0 out of 10, Exceptional, (55)
"Had an excellent stay, would highly recommend!"
Ultimate Lakefront Vacation Home for Rent - Lake Winnipesaukee - Amazing Sunsets

Cabin for two with lake views & access Now featuring AC Wi-FI and TV

9.8 out of 10, Exceptional, (12)
"This is a step up from camping, but with a nice vibe. We had a nice view of the lake from the deck. The room was clean and cozy. This was exactly as described. Great location too!"
The price is NZ$335
includes taxes & fees
5 Oct - 6 Oct
Cabin for two with lake views & access Now featuring AC Wi-FI and TV

Picturesque studio in bay-front locale just steps to water w/WiFi & kitchenette

8.6 out of 10, Excellent, (18)
"Nice location on the lake."
The price is NZ$536
includes taxes & fees
14 Oct - 15 Oct
Picturesque studio in bay-front locale just steps to water w/WiFi & kitchenette

Lake Wentworth - Wolfeboro, New Hampshire

9.6 out of 10, Exceptional, (88)
"Excellent property on a beautiful lake! The kids had a blast and there was so much space for sleeping and hanging out!"
Lake Wentworth - Wolfeboro, New Hampshire

Dog Friendly, Quiet Neighborhood, Cozy lower level cabin

10.0 out of 10, Exceptional, (87)
"The property was well appointed and located right in the middle of the area where our activities were planned."
The price is NZ$414
includes taxes & fees
5 Oct - 6 Oct
Dog Friendly, Quiet Neighborhood, Cozy lower level cabin

Cozy condo with WiFi, fitness room in enjoyable Laconia

10.0 out of 10, Exceptional, (3)
"Beautiful condo spacious and clean beautiful views loved the pool and hot tub! "
The price is NZ$519
includes taxes & fees
3 Nov - 4 Nov
Cozy condo with WiFi, fitness room in enjoyable Laconia

Modern rustic lodge set in the White Mountains and minutes from North Conway.

10.0 out of 10, Exceptional, (144)
"The house was perfect, had all the amenities we were looking for, and was tremendously clean. "
Modern rustic lodge set in the White Mountains and minutes from North Conway.

Stand alone waterfront rustic cabin!

10.0 out of 10, Exceptional, (51)
"Beautiful property, nice and quiet"
Stand alone waterfront rustic cabin!

Sandy Beach Oasis on Lake Ivanhoe

9.2 out of 10, Wonderful, (54)
"The lake house was amazing, no distractions or loud sounds. The view was just amazing. The owners were super friendly and provided everything we need. Such a wonderful stay! "
Sandy Beach Oasis on Lake Ivanhoe

Ideal location - Walk to Settler's Green Shops, Restaurants Pets OK.

8.0 out of 10, Very good, (39)
"This was our second time staying here. Clean and comfortable. "
The price is NZ$373
includes taxes & fees
15 Oct - 16 Oct
Ideal location - Walk to Settler's Green Shops, Restaurants Pets OK.

Couples Villa Retreat w/85” Sony HD 8K TV Pool table New Jacuzzi Spa & Game room

9.8 out of 10, Exceptional, (167)
"Great place, location."
The price is NZ$895
includes taxes & fees
5 Oct - 6 Oct
Couples Villa Retreat w/85” Sony HD 8K TV Pool table New Jacuzzi Spa & Game room

Mountain View Home with Hot Tub – Sleeps 10

9.2 out of 10, Wonderful, (10)
"This was a great experience for my whole family as we were able to enjoy each other’s company in the beautiful White Mountains. The hot tub was a nice touch. "
Mountain View Home with Hot Tub – Sleeps 10

Perfect Modern Lake Front Retreat with Dock! Sleeps 4

9.6 out of 10, Exceptional, (23)
"Loved the dock access and location. Easy check in and out !"
The price is NZ$779
includes taxes & fees
6 Oct - 7 Oct
Perfect Modern Lake Front Retreat with Dock! Sleeps 4
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Ossipee Hotel Reviews

Find out more about Ossipee

Find out more about Ossipee

Everything you need to know about Ossipee holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Ossipee holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Ossipee holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Ossipee holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Ossipee. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Ossipee holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Ossipee holiday rentals we have selected for you start as low as NZ$335 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Ossipee rentals

At Expedia, we put the best Ossipee holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Ossipee rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Ossipee holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Ossipee. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Frequently asked questions

Can I find a holiday rental in Ossipee?

Yes, there are holiday rentals close to the most popular sights in Ossipee, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Ossipee has to offer?

Lakefront cottage with deck, patio, firepit, AC & W/D - secluded location: This holiday home rental outside of Ossipee is located on the beach, and has a patio, a selection of games and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop.

How many holiday rentals are there in Ossipee?

With 7 Expedia holiday rentals, you're guaranteed to find just the right place for your Ossipee stay.

What’s there to see and do in Ossipee?

While exploring the area, visit family-friendly sights like Kellerhaus, or get outside and enjoy nature at Lake Winnipesaukee. In the wider area, you’ll find Ossipee Lake Trail and Lake Wentworth.

What’s a holiday rental in Ossipee like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Ossipee. Holiday rentals offer amenities such as hot tubs, fire pits and patios so your stay will be comfortable. If you're concerned about cleanliness, holiday rentals can provide a sense of security away from shared hotel lifts and busy front desks while still allowing you the excitement and enjoyment of travel. You'll also get more space in a holiday rental than in a hotel, which makes a holiday rental a great choice for families.